Ethyl Acetate → 3-Pyridyl 4-[4-(cyclooctylmethoxy)benzoyl]-1-piperazinecarboxylate

HRID 605811

Reaktionsgleichung

Reaktionsgleichung von HRID 605811
Cl.C(N=C=NC[CH2:8][CH2:9][N:10]([CH3:12])C)C.O[N:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22]C=2N=N1.[CH:23]([N:26](C(C)C)CC)(C)C.[CH:32]1([CH2:40][O:41][C:42]2[CH:50]=[CH:49][C:45]([C:46]([OH:48])=O)=[CH:44][CH:43]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1.C1(CO)CCCCCCC1.CC[O:63][C:64](C)=[O:65]>CN(C=O)C>[CH:32]1([CH2:40][O:41][C:42]2[CH:43]=[CH:44][C:45]([C:46]([N:10]3[CH2:9][CH2:8][N:26]([C:64]([O:63][C:21]4[CH:22]=[N:14][CH:18]=[CH:19][CH:20]=4)=[O:65])[CH2:23][CH2:12]3)=[O:48])=[CH:49][CH:50]=2)[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]1

Komponenten

8

Edukt 6

HCID 8857Ethyl AcetateHCID 757711-HydroxybenzotriazoleHCID 77196CyclooctanemethanolHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 574218414-(Cyclooctylmethoxy)benzoic acid

Produkt 1

HCID 670670423-Pyridyl 4-[4-(cyclooctylmethoxy)benzoyl]-1-piperazinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1-Ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride (150 mg), 1-hydroxybenzotriazole (110 mg) and diisopropylethylamine (0.23 ml) were added to a DMF (5 ml) solution containing the resulting compound (190 mg) and 4-(cyclooctylmethoxy)benzoic acid (176 mg) prepared from cyclooctylmethanol with reference to Reference Example 70, followed by stirring overnight at room temperature. The reaction solution was diluted with EtOAc, the organic layer was washed with aqueous saturated sodium hydrogencarbonate solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized from EtOAc/hexane to obtain 3-pyridyl 4-[4-(cyclooctylmethoxy)benzoyl]-1-piperazinecarboxylate (240 mg).

Aufarbeitung

  1. washthe organic layer was washed with aqueous saturated sodium hydrogencarbonate solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was recrystallized from EtOAc/hexane

Quellen und Nachweise

ORD-Eintrag
ord-08f67960fcfb40128f1ed3f5e434b715
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915261B2

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